34117-49-2

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
2H-[1,3]Thiazino[3,2-a]benzimidazole,3,4-dihydro-(7CI,8CI,9CI) is utilized as a compound of interest in pharmaceutical research and drug development due to its distinctive molecular structure and potential therapeutic properties. Its exploration in this field aims to identify and harness its pharmacological effects for the creation of novel medications.

Upstream product

• 142-28-9 1,3-Dichloropropane 
• 134469-07-1 Benzimidazol-2-thiol 
• 109-64-8 1,3-dibromo-propane 
• 144186-69-6 methyl 3-(1H-benzo[d]imidazol-1-yl)propanoate 
• 103-72-0 phenyl isothiocyanate 
• 29146-63-2 N-(3-hydroxypropyl)-N'-phenyl-thiourea 
• 66268-31-3 2-aminophenyl-5,6-dihydro-(4H)-1,3-thiazine 
• 135347-89-6 (3-Fluoro-phenyl)-[1,3]thiazinan-(2E)-ylidene-amine 
• 583-39-1 2,3-dihydrobenzimidazol-2-thione 

Downstream Products

• 67624-25-3 1-Propylbenzimidazoline-2-thione 

Relevant academic research and scientific papers

Phase-transfer catalytic synthesis and hypocholesterolemic activity of thiazino[3,2-a]benzimidazole and its silicon analog

The reaction of 2-mercaptobenzimidazole with 1,3-dichloropropane or bis(chloromethyl)dimethylsilane in the two-phase catalytic system of solid K2CO3-18-crown-6-toluene at 111°C leads to a selective formation of tricyclic benzimidazole sulfides in 56 and 92% yields. The synthesized compounds were tested as hypocholesterolemic agents.

PREPARATION OF CATIONIC AND NEUTRAL FUSED N-HETEROCYCLES WITH OR WITHOUT ADDITIONAL HETEROATOMS

Disclosed herein is a process for the manufacture of a cationic fused N-heterocyclic ring system, comprising reaction of a compound of formula (I): with a base and with a material FF or only with a base to provide a compound of formula (II): where the symbols are defined herein.

Fused azole-thiazolines: Via one-pot cyclization of functionalized N-heterocyclic carbene precursors

A one-pot two-step methodology was exploited to synthesize fused thiazoline-azolium salts via reactions of bromoalkyl-azolium salts with KSCN and NaOH. The synthetic feasibility and versatility was demonstrated by the high yield (>80%) preparation of 13 salts with different backbones, linkers and substituents. Using methylpropionato as an N-protecting group, the resulting salts could be further derivatized to their neutral azole-thiazolines. The reaction sequence proceeds via (i) Br → SCN substitution, (ii) N-heterocyclic carbene formation, (iii) carbene attack of the S atom and CN- displacement in the alkyl-S-CN unit, and (iv) methyl acrylate elimination.

Synthesis and crystal structures of benzimidazole-2-thione derivatives by alkylation reactions

Alkylated, benzylated and bromoalkylated benzimidazole-thione that intramolecularly heterocyclized to 3,4-dihydro-2H-[1,3]thiazino[3,2-a]benzimidazole were synthesized. The chemical structure of the synthesized product was characterized by Infra Red, 1H-NMR, 13C-NMR, and Mass spectroscopy. Furthermore, the molecular structures of 8 and 9 were confirmed by X-ray single crystallography in different space groups, Pbca and P21/c, respectively.

Synthesis of benzimidazole-fused heterocycles by intramolecular oxidative C-N bond formation using hypervalent iodine reagents

A straightforward approach by dehydrogenative C-N coupling between aryl C-H and N-H bonds using a hypervalent iodine reagent under mild conditions offers a versatile and convenient method for synthesizing various benzimidazole-fused heterocycles. Georg Th

Catalyst-free, rapid synthesis of fused bicyclic thiazolo-pyrimidine and pyrimido-thiazine derivatives by a microwave-assisted method

The present investigation deals with the rapid microwave-assisted synthesis of compounds containing fused bicyclic systems. Dihydropyrimidines obtained via a microwave-assisted Biginelli reaction were treated with dibromo alkanes under microwave condition

PREPARATION OF SUBSTITUTED, ANNULATED BENZIMIDAZOLES VIA BENZYNE MEDIATED CYCLIZATION

The synthesis of 1,2-annulated benzimidazoles via an internal benzyne cyclization is described.

A Facile One Pot Synthesis of 1-Alkylbenzimidazoline-2-thiones

Reactions of benzimidazoline-2-thione with alkyl halides in the presence of sodium naphthalenide in tetrahydrofuran at room temperature under a nitrogen atmosphere afforded 1-alkyl-2-alkylthiobenzimidazoles in excellent yields, which underwent a bond cleavage between S and C of alkyl group to give excellent yields of 1-alkylbenzimidazoline-2-thiones by the treatment with an additional amount of sodium naphthalenide.

Synthese d'heterocycles en Catalyse par Transfert de Phase

A general study of the chemical behavior of heterocyclic anions, dianions and dianionic reagents under phase transfer catalysis conditions allowed us to synthesize various heterocyclic compounds such as imidazothiazole and derivatives; imidazothiazine and imidazobenzothiazepine.Reaction conditions e.g., catalyst, solvent, temperature, etc., are indicated.

Tricyclic imidazole derivatives

New tricyclic fused imidazole derivatives of the general formula (I), SPC1 wherein R1 stands for hydrogen or hydroxy, n is equal to zero or one, m is equal to zero, one or two, A stands for a group of the general formula (II), EQU1 wherein R2 represents hydrogen or hydroxy, R3 represents hydrogen or amino, or Q and Z each stand for nitrogen or a =C-- group, or A stands for a group of the general formula (III), EQU2 wherein R4 and R5 each represent hydrogen, methyl, chlorine or nitro, Were prepared by reacting a compound of the general formula (IV) SPC2 wherein A and n each have the same meanings as defined above, with a compound of the general formula (V), EQU3 wherein X stands for halogen, R6 stands for hydrogen and R7 stands for a group of the general formula (VI), in which m and X each have the same meanings as defined above, or R6 and R7 together stand for oxygen. The reaction is carried out optionally in the presence of a base. The compounds of the general formula (I) can be converted into their acid addition salts. The compounds of the general formula (I) as well as their acid addition salts exert antipyretic and antiphlogistic activities, inhibit the reproduction of viruses, and exert a protecting effect against albumine shock.